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Top Spots

Green Mountain Lake Loop

Pawling, New York

1.8 mi / 98 ft gain

Corbin Hill and Pawling Nature Reserve via Appalachian Trail

Pawling, New York

12.11 mi / 1978 ft gain

Appalachian Trail: Metro North to Manitou

Pawling, New York

42.19 mi / 6348 ft gain

Cats Rock via Appalachian Trail

Pawling, New York

1.73 mi / 581 ft gain

Pawling Nature Preserve Red Trail

Pawling, New York

5.69 mi / 351 ft gain

Nuclear Lake Loop via Appalachian Trail

Pawling, New York

3.84 mi / 486 ft gain

Egbert via Appalachian Trail

Deer Park, New York

3.89 mi / 220 ft gain

Hike Great Hollow Main Loop

New Fairfield, Connecticut

2.4 mi / 288 ft gain

Hike Great Hollow And Lower Overlook Loop

New Fairfield, Connecticut

4 mi / 800 ft gain

Places to stay

Holmestead Woods

Brewster, New York

Holmestead Woods

From $90 / night

Creekside Solitude

Clinton Corners, New York

Creekside Solitude

From $75 / night

Downing Wood

Downing Wood

From $165 / night

A Riverwalk

Stanfordville, New York

A Riverwalk

From $125 / night

TEMPORARILY CLOSED FOR CAMPING DUE TO CONSTRUCTION. PLEASE CHECK BACK

Highland, New York

TEMPORARILY CLOSED FOR CAMPING DUE TO CONSTRUCTION. PLEASE CHECK BACK

From $45 / night

Meadow Ridge Farm   Meadow

Litchfield, Connecticut

Meadow Ridge Farm Meadow

From $145 / night

Guides and stories

5 Reasons to Plan a Summer Getaway to Bear Mountain, New York

5 Reasons to Plan a Summer Getaway to Bear Mountain, New York

Sara Sheehy

Escape the Bustle of New York City with a Weekend at Bear Mountain

Escape the Bustle of New York City with a Weekend at Bear Mountain

The Outbound Collective

Earth Day 2020 Goes Online: How to Get Involved

Earth Day 2020 Goes Online: How to Get Involved

Jonathan Stull

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